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Key West Luxury hotels

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Key West Luxury Hotels

  • Key West Hotels

Featured Key West Luxury Hotels

From $279

1 Casa Marina Resort - Waldorf Astoria Collection

5 stars
4.2 / 5 239 reviews

1500 Reynolds Street Map

…Historic beachfront luxury resort on the south side of Key West. More

…The grounds, the views, and the overall ambiance of the resort were simply spectacular and we thoroughly enjoyed ourselves in this luxury.
Dec 31, 2014
Extrordinary vacation stay
…This is a luxury hotel that can't possibly be topped.
Mar 16, 2013
From $279

2 Hyatt Key West Resort and Spa

5 stars
4.4 / 5 117 reviews

601 Front Street Map

…Downtown luxury hotel with spa, water sports and event space. More

Great location, nice staff
…The breakfast at Shor was very mediocre, especially given fancy hotel prices.
Feb 18, 2013
Not quite what we expected
…It was significantly smaller than the deluxe king that I had reserved (one balcony instead of two).
Jan 27, 2011
From $269

3 Southernmost on the Beach

4 stars
4.5 / 5 128 reviews

508 South Street Map

…Custom-designed penthouse suites add to the luxury. More

It doesn't get any better than this!
…Clean, classy, on a beach, how much more could you ask for?
Feb 3, 2012
Weekend at Key West
…Room very clean with stylish decor, bed very comfy.
Feb 2, 2010
From $259

4 The Reach Resort - Waldorf Astoria Collection

4 stars
4.0 / 5 240 reviews

1435 Simonton Street Map

…Luxury resort, on-site water sports along Key West's only natural beach. More

poor hotel for the price.
…I have stayed at Hampton inns that were more luxurious.
May 5, 2012
Good, but not great
…If you like luxury properties, definately go to the Casa Marina.
Apr 6, 2010
From $268

5 Santa Maria Suites Resort

4 stars
4.7 / 5 40 reviews

1401 Simonton Street Map

…Comfortable chaises line the curves of an outdoor pool surrounded by exotic trees, fragrant native wildflowers and lavish tropical greenery. More

Excellent hotel!!!
…Everything is luxurious, with a state of the art kitchen, and turndown service.
Oct 28, 2012
…Hotel rooms are stylish furnished, the kitchen is awesome.
Jun 8, 2010
From $249

6 The Westin Key West Resort & Marina

4 stars
4.1 / 5 75 reviews

245 Front Street Map

Save 25% on your stay

…Island luxury overlooking Sunset Pier, few steps from Duval Street. More

…I paid a premium for "1K bed:deluxe partial ocn view non-smoking:heavenly bed and bath:balcony or patio:coffee/tea maker."
Apr 13, 2013
Great Winter Escape
…You cannot beat the location and luxury.
Feb 20, 2010
From $265

7 The Marker Waterfront Resort

4 stars
4.6 / 5 14 reviews

200 William Street Map

…The Marker Resort Key West opened December 2014 as a premier independent 96 room luxury hotel in Old Town Key West. More

Great trip
The hotel was brand new and the staff were outstanding. The location is great -- near everything but a slight bit off the beaten path. We would happily return.
May 27, 2015
Marker pleasant
We chose this hotel because of its location. Our room was clean, spacious, and tastefully decorated. The bathroom was one of the nicest we've ever had in a hotel. The Marker is wonderful new hotel...
Apr 27, 2015
From $279

8 Ocean Key Resort and Spa A Noble House Resort

4 stars
4.5 / 5 188 reviews

Zero Duval Street Map

…Quality comforts include king size beds, Saltillo tile floors and luxurious whirlpool tubs. More

awesome vacation
i loved this hotel. It was beautiful and in the middle of everything. The staff was friendly and accommodating. I felt at home here. I'd definitely go back!!
Jun 5, 2015
Perfect location. Expensive.
Beautiful view of ocean and sunsets. Nice staff. Parking is expensive. Cruise ships may dock and block view of sunset. Right on Mallory square. Located right where you want to stay for all the bars...
Jun 2, 2015
From $329

9 Pier House Resort and Spa

5 stars
4.4 / 5 128 reviews

1 Duval St. Map

Located at the northern end of Duval Street, Pier House Resort and Spa treats guests to Gulf of Mexico views and a location in the island's lively tourist district near Mallory Square. A waterfront fixture for nearly 40 years, the resort features a private beach, boat dock and an... More

Wonderful stay right on Duval Street
…The Pier House, located right on Duval Street, is a classy, boutique hotel with a beautiful pool near the hotel's private beach .
Oct 13, 2014
Great location, top-class service, beautiful hotel!
…It's definitely not inexpensive, but is certainly beautiful and luxurious.
Apr 5, 2013
From $179

10 Southernmost Hotel

4 stars
4.3 / 5 200 reviews

1319 Duval Street Map

The Southernmost Hotel sits at the south end of Duval Street near Key West's famous Southernmost Point of the United States. And while Southernmost Hotel is slightly removed from the hustle of the main tourist strip, it is still close enough for guests to join the excitement when the mood... More

Good experience
…Located on the quieter end of Duval you could choose to enter the chaos of drunks and transvestites on the opposite end, or hang in the comfort and luxury of the Southernmost.
Apr 27, 2011
…Enjoyed the deluxe king suite but it did overlook the parking lot with the pool across the way.
May 25, 2009
From $209

11 Sheraton Suites Key West

4 stars
4.2 / 5 133 reviews

2001 South Roosevelt Boulevard Map

Save 20% on your stay

Sheraton Suites Key West sits across the street from Smathers Beach on the south coast of Key West. The airport adjacent hotel offers suites decorated in Caribbean colors, and the property has undergone a recent renovation that renewed rooms and common areas and added high-tech upgrades like... More

Luxurious stay!
…The rooms are neat , spacious and luxurious !
Dec 29, 2014
Luxurious stay!
…The rooms are neat , spacious and luxurious !
Dec 16, 2014
From $189

12 Key West Marriott Beachside Hotel

4 stars
4.1 / 5 98 reviews

3841 North Roosevelt Boulevard Map

Rate includes breakfast

The Key West Marriott Beachside Hotel is one of the highest rated Key West hotels in the Florida Keys. Stay with us and enjoy all inclusive Key West vacation packages and special deals. This Marriott resort hotel is set on seven lush acres with a tanning beach and waterfront pool for hotel... More

Romantic and relaxing
…Clean and posh.
Jun 20, 2013
Fantastic Hotel
…This was one of the most luxurious hotel rooms we have ever stayed in.
Jul 19, 2011